Polyhalogenoaromatic compounds. Part 53. Substitution in polyfluoroaromatic compounds by bulky nucleophiles
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 3301-3305
- https://doi.org/10.1039/p19880003301
Abstract
Potassium t-butoxide in THF is highly reactive towards polyfluoroaromatic compounds. The position(s) of substitution are generally similar to those observed with other nucleophiles, though octafluoronaphthalene undergoes ca. 30% 2,7-disubstitution. Hexafluorobenzene, octafluoronaphthalene, pentafluoropyridine, and 3,5-dichlorotrifluoropyridine also undergo substitution by lithium di-isopropylamide; in the last case substitution occurs in the 2-position.Keywords
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